Vend Park

• You are the Guardian of Trust • You are a Builder of Infrastructure • You are a Strategic Storyteller • Maturing the Stack • Cash Discipline • Partner Settlements • Client Transparency • Product Collaboration • Team Leadership

About Vend Park Vend Park is building the AI-powered operating system for parking in commercial real estate, and we've raised a $17.5M Series A from top investors to do so. We replace outdated, manual parking operations with a modern platform powered by automation, computer vision, and data — delivering 20%+ net operating income improvements for our clients. In under two years, we've scaled to 20+ cities and partnered with leading asset owners including Nuveen, Jamestown, and Federal Realty. We operate with high ownership, speed, and a bias toward action. The Role We're hiring an Onboarding Lead to own the function that takes new properties from signed deal to fully live, revenue-generating operations. This role sits at the center of Vend Park — bridging Sales, Operations, Product, and Customer Success. Onboarding sets the tone for the entire client relationship. You'll design systems that scale across dozens of concurrent launches while personally driving high-stakes implementations that require sharp judgment and strong client management. This is both a builder role (create systems) and an operator role (run live projects). What You'll Own End-to-End Onboarding Execution Own the full lifecycle from sales handoff through kickoff, configuration, go-live, and handoff to Account Management. Manage multiple concurrent property launches across markets and ensure every onboarding is delivered on time, on budget, and with high client satisfaction. Cross-Functional Orchestration Act as the central quarterback across Sales (handoff quality, expectation-setting), Product & Engineering (feature gaps, edge cases), and Operations (staffing, enforcement, on-site execution). Define and enforce clear SLAs for every transition. Client & Stakeholder Management Build trusted relationships with property managers, asset managers, and key tenant stakeholders. Lead onboarding calls, manage expectations, navigate pushback, and own escalations for complex or high-visibility clients. Systems, Process & Scale Design onboarding playbooks, checklists, and workflows that scale across markets. Identify bottlenecks — data collection, signage, tenant communications — and eliminate them. Improve throughput and quality simultaneously. Configuration & Operational Setup Oversee setup of rates, passes, validations, billing structures, data uploads, system configuration, and third-party integrations (marketplaces, payments). Ensure accuracy and completeness before every go-live. Team Building Hire and manage onboarding coordinators as volume grows. Delegate execution-heavy tasks while retaining ownership of outcomes and client experience. What Success Looks Like - You run 8–12+ concurrent onboardings without quality degradation - Go-lives are predictable, repeatable, and low-friction - Clients feel confident, informed, and supported from day one - Internal teams trust onboarding as a high-functioning, reliable system - Onboarding becomes a competitive advantage — not a bottleneck Who You Are - Operator + Builder — You've run complex, multi-stakeholder projects end-to-end and you don't just execute — you design better systems. - High Judgment — You navigate ambiguity, tradeoffs, and client-specific edge cases. You know when to standardize vs. customize. - Exceptionally Organized — You manage multiple projects, timelines, and stakeholders without letting anything fall through the cracks. - Client-Facing & High EQ — You're comfortable pushing back, managing expectations, and building trust with difficult stakeholders. - Data-Driven — You're comfortable with messy data, pattern recognition, capacity forecasting, and process improvement. - Scrappy — You take initiative, operate like an owner, and thrive in fast-moving, sometimes ambiguous environments. Preferred Background 4–8+ years of experience in operations, or client-facing roles, with a strong preference for backgrounds in finance (banking), consulting, or operations at high growth startups. Demonstrated ability to manage complex onboarding engagements, lead multi-location rollouts, and build scalable processes from zero to one. Experience in real estate, parking, or other physical operations environments is a plus, but not required. Why This Role Matters Onboarding is one of the most critical functions to Vend Park's growth today. We're already operating above comfortable capacity, and scaling this function is critical to unlocking the next phase of the company. This is an opportunity to build a core function from the ground up, work directly with leadership, and shape how a fast-growing company scales its operations. Compensation $125,000 base salary + equity + benefits. High ownership and fast growth trajectory. If you love turning chaos into systems and want to build something that scales across real-world infrastructure — we'd love to hear from you.

Role Description This is a senior individual contributor role reporting directly to the Head of Revenue. As a Market Expansion Executive, you will be responsible for driving new business across your territory — from first contact to signed contract and beyond. You'll own the full sales cycle, navigating complex, multi-stakeholder deals with commercial real estate owners, asset managers, and property operators. We are hiring three Market Expansion Executives: one based in Toronto, ON and two based anywhere in the United States. All three roles are greenfield territory opportunities with significant upside. This is not a role for someone looking to manage a playbook someone else wrote. We want hunters — disciplined, process-driven enterprise closers who thrive in a high-growth environment and know how to win. What You'll Do - Own end-to-end pipeline development and management across your territory, from prospecting through close. - Identify, engage, and build relationships with key decision-makers at commercial real estate firms — including owners, asset managers, and property management executives. - Execute a rigorous, structured sales process (MEDPICC or equivalent framework) to qualify opportunities, manage complex buying committees, and drive deals to close. - Develop and execute territory go-to-market plans with a clear view on target accounts, entry strategies, and competitive positioning. - Partner closely with Revenue, Marketing, and Customer Success to align on pipeline health, account intelligence, and expansion opportunities. - Accurately forecast your pipeline and maintain meticulous CRM hygiene — your numbers should never be a surprise. - Represent Vend at key industry events, conferences, and in-person meetings with prospects and partners (up to 25% travel expected). - Serve as a voice of the customer, feeding market insights back to the product and leadership teams. Qualifications - 7+ years of B2B enterprise sales experience, with a consistent track record of closing six-figure deals (ACV $100K+). - Demonstrated experience selling into commercial real estate — whether in proptech, CRE SaaS, property management software, or adjacent industries. - Deep familiarity with structured sales methodologies — MEDPICC, MEDDIC, Challenger, or equivalent. You don't just know the acronym; you live it. - Proven ability to manage complex, multi-stakeholder sales cycles of 6+ months from qualification through execution. - A sharp prospector — comfortable with outbound, cold outreach, and building pipeline from scratch in a greenfield territory. - Exceptional communicator who can translate technical solutions into business value for both operational and C-suite audiences. - High degree of autonomy, accountability, and ownership — you set your own agenda and hit your numbers. Preferred - Prior experience at a high-growth SaaS startup — you know how to operate with limited resources and still win. - Existing network within commercial real estate ownership, asset management, or property management is a strong differentiator. - Familiarity with parking, mobility, or building operations technology. - Experience opening net-new markets — not just inheriting a warm book of business. Benefits - Greenfield territory with real upside — you're not fighting over someone else's accounts. - Competitive base salary + uncapped commission structure built for high performers. - Direct line to leadership — your wins and your insights matter here. - A category-defining product in a market ready for disruption. - A clear path to leadership — we're hiring ICs who we expect to grow into player-coaches and ultimately own their territories as market leaders. If you want to build something, not just sell something, this is that opportunity. - A culture worth showing up for — we work hard and we celebrate harder. Vend Park hosts multiple company offsites per year to destinations like Costa Rica and Belize. Fair warning: if your passport is expired, now would be a great time to renew it. - A tight-knit, high-performance team that moves fast and backs its people.

• You are the Guardian of Trust: owning the process of payments to owners. • You are a Builder of Infrastructure: managing banking relationships and treasury strategy. • You are a Strategic Storyteller: preparing clear financial insights for Board. • Maturing the Stack: project-managing migration of banking infrastructure. • Cash Discipline: implementing approval workflows for AP/AR. • Partner Settlements: overseeing payments to owners with zero-defect mentality. • Client Transparency: ensuring accurate reports for clients. • Product Collaboration: shaping future through collaboration with Engineering on product requirements. • Team Leadership: managing and mentoring the Billing and Reporting teams.

Role Description This is your opportunity to help shape vision and strategy at an early stage venture and build revolutionary solutions spanning technology, mobility, and real-estate. We have automated how people interact with parking real-estate by digitizing access, payments, and operations. Help us build the future and change what a parking location can achieve. As an implementations lead, you're responsible for the technical scoping of a project up through go live and into sustainment. Being so close to the product, install, and client provides you with a unique context that is helpful for support and engineering teams to improve the product and offerings. What You'll Do: - Develop installation scope for new properties based on established requirements - Define or refine requirements as best practices are learned - Create and communicate installation plans with the internal team, contractors, clients, etc. - Manage subcontractors and vendors in person and remotely - Conduct and/or review final wiring and commissioning of sites - Integrate into existing hardware systems (garage doors, sliding gates, etc.) - Manage vendor relationships - Manage local or regional spare components and assets - Site ownership/support/sustainment - Collaboration with support team to troubleshoot issues remotely or in person - Support the Sales team with estimates and provide feedback to pricing model - Populate and maintain the CMMS (MaintainX) Qualifications - 5+ years of experience in Field installations, Field Engineering, Systems Reliability, or Maintenance. - Hands-on experience with wiring, low-voltage installations, conduit pulling, and camera/network configurations. - Strong understanding of construction, permitting, and contractor coordination. - Experience with physical integrations, networking, and electrical work. - Proficiency in technical drafting and reading schematics (CAD experience a plus). - Strong problem-solving skills with the ability to work independently in the field. - Comfortable national travel up to 50%. (I.e 1-2 week trips) - Entrepreneurial mindset with a drive to improve processes and scalability. Benefits - Opportunity to join an early stage company and ability to see the direct result of your work. - Work autonomously on cool projects that will tangibly impact the urban environment. - Health, wellness and retirement benefits. - Employee stock options. - Remote work environment. - Learning and professional development training. Company Description Vend is a SaaS payments startup leveraging AI and automation to elevate parking into a first-class mobility vertical. Vend is led by a seasoned team with over 100 years of mobility, technology, and finance experience. The founders identified long-standing issues in the parking operator model and have dedicated their careers to innovating the parking mobility vertical. We are creative thinkers that challenge the status quo. We believe in a better tomorrow, so we are building it ourselves. We are driven, empathetic servant leaders. We intend to change how consumers interact with parking assets and how parking assets can drive the future of mobility, work, and life.

• Design and implement intelligent automation layer for sales processes • Architect revenue operations across pipeline, systems, reporting, and prioritization • Build governance around account ownership and segmentation • Implement systems for channel partnership growth • Design revenue intelligence layer to prioritize opportunities • Ensure clean data handoff between Sales, Operations, and Legal • Serve as operational backbone for marketing campaigns

• Design and improve core garage and customer workflows: onboarding, reporting, escalations, renewals, and risk management • Build playbooks and operating rhythms to eliminate tribal knowledge • Identify failure points and redesign processes before they impact customers • Build and own forecasting models, performance analyses, and scenario planning frameworks to inform strategic decisions and proactively identify risks and growth opportunities • Own customer and garage metrics and dashboards (health scores, retention, churn drivers, SLAs) • Translate data into clear insights for leadership and execs • Partner with Finance and Revenue to connect performance to revenue outcomes • Own tooling and internal workflows (CRM, reporting, automation) • Partner with Product and Engineering to automate manual processes • Leverage AI and modern tools to improve accuracy, speed, and visibility

• Design and improve core CS workflows: onboarding, reporting, escalations, renewals, and risk management • Build playbooks and operating rhythms to eliminate tribal knowledge • Identify failure points and redesign processes before they impact customers • Own CS metrics and dashboards (health scores, retention, churn, SLAs) • Translate data into clear insights for leadership and execs • Partner with Finance and Revenue to connect CS performance to revenue outcomes • Own CS tooling and internal workflows (CRM, reporting, automation) • Partner with Product and Engineering to automate manual processes • Leverage AI and modern tools to improve accuracy, speed, and visibility